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Chloroquine-d5 (chloroquine d5)

Cat No.:V54035 Purity: ≥98%
Chloroquine-d5 is the deuterium labelled form of Chloroquine.
Chloroquine-d5 (chloroquine d5)
Chloroquine-d5 (chloroquine d5) Chemical Structure CAS No.: 1854126-41-2
Product category: SARS-CoV
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes

Other Forms of Chloroquine-d5 (chloroquine d5):

  • (R)-Hydroxychloroquine phosphate
  • Chloroquine Phosphate
  • (+)-Chloroquine
  • Didesethyl chloroquine-d4 (Bisdesethylchloroquine-d4)
  • (-)-Chloroquine
  • N-Acetyl(mono)desethylchloroquine-d4
  • Desethylchloroquine-d5 dioxalate
  • Chloroquine free base
  • Chloroquine HCl
  • Chloroquine-d5 diphosphate (Chloroquine-d5 diphosphate)
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Top Publications Citing lnvivochem Products
Product Description
Chloroquine-d5 is the deuterium labelled form of Chloroquine. Chloroquine is an antimalarial and anti-inflammatory agent extensively used in research into malaria and rheumatoid arthritis. Chloroquine is an inhibitor (blocker/antagonist) of autophagy and toll-like receptors (TLRs). Chloroquine effectively inhibits SARS-CoV-2 (COVID-19) infection (EC50=1.13 μM).
Chloroquine-d5 (CAS 1854126-41-2) is a deuterium-labeled form of chloroquine, an antimalarial and anti-inflammatory agent. It has a molecular formula of C₁₈H₂₁D₅ClN₃ and a molecular weight of 324.90 g/mol. Chloroquine-d5 is used as an internal standard for analytical methods such as LC-MS/MS for the quantification of chloroquine in biological samples. Chloroquine is widely used to treat malaria and rheumatoid arthritis.
Biological Activity I Assay Protocols (From Reference)
Targets
Plasmodium Malaria TLRs SARS-COV-2 HIV-1
The primary targets of chloroquine-d5 are identical to those of chloroquine, as the deuterated form has the same mechanism of action. Chloroquine is an autophagy inhibitor and a toll-like receptor (TLR) inhibitor. It inhibits endosomal fusion and viral entry. Chloroquine-d5 is used in research applications rather than as a therapeutic agent.
ln Vitro
In vitro activity of chloroquine-d5 is not studied as a primary endpoint; the deuterated compound is used as an internal standard in analytical methods. Chloroquine, the parent compound, has well-characterized in vitro activity against malaria parasites and other pathogens. Chloroquine-d5 serves as a reference standard for quantifying chloroquine in biological samples.
ln Vivo
In vivo activity of chloroquine-d5 is not studied as a therapeutic agent. The parent compound chloroquine has been extensively studied in vivo for its antimalarial and anti-inflammatory effects. Chloroquine-d5 is used in pharmacokinetic studies as an internal standard for the quantification of chloroquine in biological samples.
Enzyme Assay
For analytical method development, chloroquine-d5 is used as an internal standard for LC-MS/MS quantification of chloroquine in plasma, serum, or other biological matrices. The deuterated compound has identical chromatographic and mass spectrometric properties to the parent compound but can be distinguished by its mass shift. Standard protocols for bioanalytical method validation are followed.
Cell Assay
Chloroquine-d5 is used in bioanalytical laboratories rather than in cell-based studies. For cell-based studies of chloroquine activity, the parent compound is used. Standard protocols for antimalarial activity screening involve culturing Plasmodium falciparum and treating with chloroquine. EC₅₀ values are calculated from dose-response curves.
Animal Protocol
Chloroquine-d5 is not used in in vivo animal studies as a therapeutic agent. The parent compound chloroquine has been studied in animal models of malaria and autoimmune diseases. The deuterated form is used in pharmacokinetic studies as an internal standard for the quantification of chloroquine and its metabolites in animal samples.
ADME/Pharmacokinetics
Pharmacokinetic properties of chloroquine-d5 are identical to those of chloroquine. Chloroquine is well absorbed after oral administration and has a long half-life. It is extensively distributed in tissues and eliminated primarily by renal excretion. Specific PK parameters have been extensively characterized.
Toxicity/Toxicokinetics
The toxicological profile of chloroquine-d5 is identical to that of chloroquine. Chloroquine has a well-characterized safety profile with known adverse effects including gastrointestinal disturbances, retinopathy, and cardiotoxicity. Comprehensive toxicological data are available from clinical use.
References

[1]. Chloroquine promotes IL-17 production by CD4+ T cells via p38-dependent IL-23 release by monocyte-derived Langerhans-like cells. J Immunol. 2014 Dec 15;193(12):6135-43.

[2]. Chloroquine has tumor-inhibitory and tumor-promoting effects in triple-negative breast cancer. Oncol Lett. 2013 Dec;6(6):1665-1672.

[3]. Effect of toll-like receptor 7 and 9 targeted therapy to prevent the development of hepatocellular carcinoma. Liver Int. 2014 Jul 2. doi: 10.1111/liv.12626.

[4]. Chloroquine and hydroxychloroquine as available weapons to fight COVID-19. Int J Antimicrob Agents. 2020;55(4):105932.

[5]. The anti-HIV-1 activity of chloroquine. J Clin Virol. 2001;20(3):131-135.

Additional Infomation
Chloroquine-d5 is a stable isotope-labeled internal standard used in analytical chemistry for the quantification of chloroquine in biological samples. The deuterated compound is used in bioanalytical method development and validation, pharmacokinetic studies, and therapeutic drug monitoring. Chloroquine is an FDA-approved drug for the treatment of malaria and rheumatoid arthritis. Chloroquine-d5 is not a therapeutic agent and is not approved for clinical use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H21D5CLN3
Exact Mass
324.212
CAS #
1854126-41-2
Related CAS #
Chloroquine phosphate;50-63-5;Chloroquine;54-05-7;Chloroquine dihydrochloride;3545-67-3;Chloroquine-d5 diphosphate;1854126-42-3
PubChem CID
76974641
Appearance
Colorless to light yellow liquid
LogP
4.6
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
8
Heavy Atom Count
22
Complexity
309
Defined Atom Stereocenter Count
0
SMILES
[2H]C([2H])([2H])C([2H])([2H])N(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
InChi Key
WHTVZRBIWZFKQO-SGEUAGPISA-N
InChi Code
InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)/i1D3,4D2
Chemical Name
4-N-(7-chloroquinolin-4-yl)-1-N-ethyl-1-N-(1,1,2,2,2-pentadeuterioethyl)pentane-1,4-diamine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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